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Contract Pilot Jobs in Boston, MA (NOW HIRING)

BlackTree Technical Group, Inc.

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Boston Dynamics Robot Pilot (Need VR experience)!!!!

Waltham, MA · On-site

$28 - $32.20/hr

Robot Pilot (Contract) - onsite in Waltham, MA Boston Dynamics is a world leader in mobile robots, tackling some of the toughest robotics challenges. We combine the principles of dynamic control and ...

New

Humanoid

Buyer - Directs (Contract)

Boston, MA · On-site

... industrial pilots - and we're growing the team to take it even further. About the Role We are ... Support sourcing initiatives, including RFx processes, negotiations, and contract execution.

Humanoid

Buyer - Directs (Contract)

Boston, MA · On-site

$60 - $80/hr

... industrial pilots - and we're growing the team to take it even further. About the Role We are ... Support sourcing initiatives, including RFx processes, negotiations, and contract execution.

Merlin Labs

Director, Assistant Controller

Boston, MA · On-site

The Merlin Pilot autonomy system powers a growing range of aircraft and mission profiles and has ... Government Contract Accounting * Oversee cost accounting practices in compliance with the Federal ...

Merlin Labs

Assistant General Counsel

Boston, MA · On-site

$220K - $290K/yr

The Merlin Pilot autonomy system powers a growing range of aircraft and mission profiles and has ... Partnering closely with Contracts Management, Program Management, Finance, Revenue and Supply Chain ...

Merlinlabs

Assistant General Counsel (Boston)

Boston, MA · On-site

The Merlin Pilot autonomy system powers a growing range of aircraft and mission profiles and has ... Partnering closely with Contracts Management, Program Management, Finance, Revenue and Supply Chain ...

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Showing results 1-20

All JobsContract Pilot JobsContract Pilot Jobs in Boston, MA

Contract Pilot information

See Boston, MA salary details

$53.8K

$142.2K

$218.4K

How much do contract pilot jobs pay per year?

As of Sep 8, 2026, the average yearly pay for contract pilot in Boston, MA is $142,220.00, according to ZipRecruiter salary data. Most workers in this role earn between $108,600.00 and $168,400.00 per year, depending on experience, location, and employer.

What is a contract pilot?

Contract pilots are professional pilots who are hired on a temporary or per-assignment basis, rather than as full-time employees of an airline or company. They typically operate private jets, corporate aircraft, or charter flights for individuals or organizations that need flight services for a limited period. Contract pilots are responsible for pre-flight planning, operating the aircraft safely, ensuring compliance with aviation regulations, and sometimes handling administrative tasks related to each flight. This flexible arrangement allows both pilots and employers to meet their scheduling and operational needs without long-term commitments.

What does a contract pilot do?

A contract pilot is an aviation professional who operates helicopters, charter planes, or another aircraft on a per-job basis. As a contract pilot, you work directly with corporate or individual clients to fly an aircraft between locations and transport passengers or cargo. Your contract may be for a single trip or multiple trips. However, you operate as an independent contractor, so you are responsible for maintaining your credentials and insurance. Working as a contract pilot provides you with greater flexibility than being a pilot for an airline or the military.

What are the key skills and qualifications needed to thrive as a contract pilot, and why are they important?

To thrive as a Contract Pilot, you need extensive flight experience, an active commercial or airline transport pilot license (CPL/ATPL), and current medical certification. Familiarity with specific aircraft types, proficiency in using advanced avionics systems, and completion of required type ratings are typically necessary. Strong decision-making, adaptability, and effective communication skills help you manage diverse flying environments and coordinate with clients and crews. These competencies ensure safety, regulatory compliance, and reliable service in varied and dynamic aviation assignments.

What are some common challenges faced by contract pilots when adapting to different aircraft and client expectations?

Contract pilots often fly a variety of aircraft types for different clients, which can require quick adaptation to new cockpit layouts, avionics systems, and company-specific procedures. Additionally, each client may have unique operational standards and expectations regarding communication, scheduling, and reporting. Staying organized, maintaining up-to-date certifications, and being proactive in learning new processes are key strategies for overcoming these challenges. Strong interpersonal skills also help contract pilots integrate smoothly with new crews and flight departments.

What is the difference between Contract Pilot vs Commercial Pilot?

AspectContract PilotCommercial Pilot
CertificationsCommercial Pilot Certificate, possibly additional type ratingsCommercial Pilot Certificate, multi-engine ratings often required
Work EnvironmentHired on a temporary basis for specific contracts, often freelanceEmployed by airlines, charter companies, or corporate operators
Employer & Industry UsageContract basis across various operators, including private and cargoFull-time or part-time employment within commercial aviation

Contract pilots typically hold a commercial pilot certificate and work on a temporary or project basis, often flying for multiple operators. Commercial pilots are usually employed full-time by airlines or companies, with a focus on scheduled or charter flights. The main difference lies in employment type and job stability, with contract pilots offering flexibility and diverse opportunities, while commercial pilots often have more consistent employment within the commercial aviation industry.

More about Contract Pilot jobs

What are the most commonly searched types of Pilot jobs in Boston, MA?

The most popular types of Pilot jobs in Boston, MA are:

What are popular job titles related to Contract Pilot jobs in Boston, MA?

For Contract Pilot jobs in Boston, MA, the most frequently searched job titles are:

What job categories do people searching Contract Pilot jobs in Boston, MA look for?

The top searched job categories for Contract Pilot jobs in Boston, MA are:

What cities near Boston, MA are hiring for Contract Pilot jobs?

Cities near Boston, MA with the most Contract Pilot job openings:

Contract Pilot jobs near you
Infographic showing various Contract Pilot job openings in Boston, MA as of August 2026, with employment types broken down into 90% Full Time, 8% Part Time, and 2% Contract. Highlights an 91% Physical, 2% Hybrid, and 7% Remote job distribution, with an average salary of $142,220 per year, or $68.4 per hour.

Boston Dynamics Robot Pilot (Need VR experience)!!!!

BlackTree Technical Group, Inc.

Waltham, MA • On-site

$28 - $32.20/hr

Full-time

Medical

Posted 3 days ago

New

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Job description

Job Description: Robot Pilot (Contract) - onsite in Waltham, MA

Boston Dynamics is a world leader in mobile robots, tackling some of the toughest robotics challenges. We combine the principles of dynamic control and balance with sophisticated mechanical designs, cutting-edge electronics, and next-generation software for high-performance robots equipped with perception, navigation, and intelligence.

The Bolt team is focused on advancing machine learning and manipulation capabilities, and we are seeking Robot Pilots to support hands-on robot operation and data collection in a fast-paced lab environment. This role is ideal for candidates who are comfortable using technology, enjoy working with advanced hardware, and can follow structured task instructions while providing thoughtful feedback to engineers.


Responsibilities

·         Teleoperate our robots (mainly eAtlas and manipulation stands) using a VR system.

·         Follow a task demonstration playbook to execute specific robot behaviors and scenarios.

·         Communicate clearly with engineers and managers about blockers, improvement opportunities, and task observations.

·         Monitor robot performance and behavior, identifying issues, inconsistencies, or unexpected outcomes.

·         Interrupt robot execution when necessary and provide corrective demonstrations to support machine learning workflows.

·         Participate in a continuous feedback loop, contributing to peer reviews and tooling/process improvements.

·         Support quality assurance (QA) tasks during downtime when not actively teleoperating robots.

·         Adapt quickly to evolving workflows and tooling, as this role will change alongside ongoing ML development

Qualifications:

 

Physical & Technical Requirements

·         High School Degree or equivalent

·         Ability to stand and move for extended periods, with breaks as needed.

·         Able to lift up to 50 lbs.

·         Comfortable wearing and operating VR headsets, motion capture suits, and handheld VR controllers for extended sessions.

o    Note: VR use can be physically demanding and may cause discomfort or motion sickness for some individuals.

·         Height requirement: 5'9"–6'3", due to calibrated motion capture and VR systems. 

Skills & Attributes

·         Strong computer proficiency; experience with PC gaming, VR systems, or Linux environments is a plus.

·         Ability to work effectively in ambiguous, evolving environments.

·         Curious, self-directed learner who proactively investigates issues and consults available documentation before escalating to managers or engineers.

·         Clear attention to detail and ability to create new and update relevant documentation based on new skills learned throughout one’s tenure.

·         Strong attention to detail and ability to document processes, observations, and learnings clearly.

·         Comfortable giving and receiving feedback in a collaborative team setting.

·         Reliable, punctual, and able to follow structured task instructions accurately.

Company Description

BlackTree Technical Group is a full-service staffing and recruitment firm. Our team consists of an experienced group of Senior Technical Recruiters and Account Managers with over 40 years of industry experience. Our firm prides itself on our technical knowledge, innovative sourcing strategies, and most importantly, a long-standing record of proven results for both clients and job-seekers.